Dmitry Tursunov defeated Rob Cheyne 4-1 4-1 4-0 in the USA F21 round of 16 on hard. The upset overturned the form book — Rob Cheyne came in leading the head-to-head 1–0, but Dmitry Tursunov had been the form player, winning 5 of their last 8 on hard. Dmitry Tursunov claimed a first win over Rob Cheyne in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2000-11-06 | USA F26 | R32 | hard | Rob Cheyne | 7-5 7-6(1) |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.